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$4,999,999
7 Beds ⋅ 5 Baths
This exceptional single-family home offers impressive scale, soaring ceilings, oversized windows, and abundant natural light throughout. A gracious foyer leads to an elegant great room and adjoining music room. A curved staircase ascends to the second floor, featuring an updated kitchen with stainless steel appliances, granite countertops, a dining room, family room, and full bath. The third floor offers three spacious bedrooms and a full bath, while the fourth includes three additional bedrooms, another full bath, and laundry. The fully renovated 2023 garden level opens to a charming brick patio and includes a kitchenette and full bath—ideal for guests, an au pair, gym, or family room. The home has been thoughtfully updated, including heating and HVAC. The photos have been reimagined to showcase its potential, and with just a few cosmetic updates, this home can truly shine. Rental parking nearby.

18 Hereford St, Boston

Listing Courtesy of : Bill Gehan ---- Campion & Company Fine Homes Real Estate

$4,999,000
6 Beds ⋅ 8 Baths
Nature Lovers Paradise on the Charles River! Stunning in every season, each element of this spectacular property is crafted to maximize your enjoyment and access to the great outdoors. Reimagined by renowned architect Patrick Ahern, the exterior boasts a flat grassy backyard and stone patios with unobstructed views. Inside, a gracious and flexible floor plan is filled with light and views from myriad windows, French doors, and private balconies. First floor living with exquisite primary bedroom suite, a great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add’l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary suite option. Large walk-out finished LL w/ bar, gym & media room. 3 car garage and flat courtyard driveway off protected cul de sac within minutes of extensive Wellesley Trails and Town Center. A notch above the rest. Bring your hiking shoes, kayaks, lounge chairs and lawn games!

12 Winding River Cir, Wellesley

Listing Courtesy of : Christine Lawrence ---- Rutledge Properties

$4,999,000
4 Beds ⋅ 3 Baths
Own a coveted East Orleans property with a private deep-water dock on a sprawling 2.62 acres, just 2.6 miles from Nauset Beach. This estate, surrounded by water, features rolling meadows and mature trees. The 3,867 sq ft residence blends timeless charm with modern comforts. Located on Lucy's Point Peninsula, it's perfect for a family compound or riverfront retreat. Inside, enjoy wide plank pine floors, decorative fireplaces, and historic moldings. The layout offers open spaces and privacy, with four bedrooms, three bathrooms, and diverse living areas. The primary ensuite is a private wing with a sitting area and walk-in closet. The kitchen setup is ideal for culinary creativity. Entertain or relax in the nostalgic ambiance. A newer roof, heating, and AC ensure comfort. Outdoors, a versatile barn/boathouse offers recreational possibilities. Whether seeking tranquility or lively gatherings, 66 Tides End Lane welcomes you with grace and beauty.

66 Tides End Ln, Orleans

Listing Courtesy of : Cape Cod Power of Two ---- Compass

$4,998,500
4 Beds ⋅ 5 Baths
Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

9 Singletree Rd, Brookline

Listing Courtesy of : Deborah M. Gordon ---- Coldwell Banker Realty - Brookline

$4,998,000
6 Beds ⋅ 6 Baths
Elegance, sophistication & incredible architectural craftsmanship highlight this exquisite home, walkable to both Newton Centre & Newtonville. This contemporary colonial offers over 6900 sqft of luxurious living with 6 bedrooms & 6 full baths. The sunsplashed main level offers a formal dining, living room, office/bedroom with a 2 sided fireplace & full bath. The spacious chef's kitchen features Wolf & Subzero appliances, 2 dishwashers & 2 sinks, an island that seats 5 as well as a separate breakfast & sitting area. The inviting oversized family room with vaulted ceilings & fireplace lead out to a patio & private yard featuring an in ground pool & spa perfect for hours of entertaining. The 2nd level offers an gorgeous primary suite with a spa like bathroom & 2 walk in closets. Three additional generously sized en suite bedrooms & laundry complete this level. The finished lower level includes a spacious great room, wet bar, 2 mudrooms, bedroom, bathroom & elevator. A true masterpiece!

136 Beaumont Ave, Newton

Listing Courtesy of : The Jeff Groper Group ---- Coldwell Banker Realty - Newton

$4,995,000
5 Beds ⋅ 5 Baths
Experience the rare opportunity to own a timeless Cohasset Coastal Estate with sweeping Ocean Views and access to 2 Private Beaches. Originally built in 1890, this beautifully updated home has been thoughtfully renovated to preserve its architectural heritage while embracing todays sought after open concept design where the rooms seamlessly connect creating an ideal setting for both everyday living and grand entertaining. The expansive 6500+ sq ft floor plan includes 5 generous bedrooms, 4.5 baths, a Gourmet Kitchen and a sun-drenched Au Pair or In Law Suite. Large windows frame breathtaking Ocean Views bringing the beauty of the ocean into your home. Whether you are enjoying your morning coffee on one of the multiple outside decks overlooking Minot's Light or hosting a summer gathering, you will feel like you are on a permanent vacation! Designed for modern comfort, with many recent updates, this one-of-a-kind home creates a truly rare offering for those seeking luxury, privacy and a unique coastal lifestyle. A private fenced in backyard and 4 car garage are two bonuses. Appointment required.

41 Hobart Ln, Cohasset

Listing Courtesy of : Janice Crowley ---- Coastal Countryside Properties

$4,995,000
5 Beds ⋅ 5 Baths
Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed. A glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

1632 Canton Ave, Milton

Listing Courtesy of : Julianne Bridgeman ---- Ceres Real Estate

$4,995,000
5 Beds ⋅ 7 Baths
Welcome to the beautiful village of Osterville on Cape Cod located in the heart of town, close to many stores & restaurants & only 1 mile to Dowses Beach. This newly built home was custom designed by Barnstable Harbor Builders including many high end features such as: quartz counters, Thermador appliances, red oak HW floors & custom trim detail, beadboard ceilings, & crown molding. The home is positioned seamlessly on a large .52 acre lot with a spacious back yard, a brand new vinyl saltwater pool, outdoor shower, a screened in porch, large patio area, & an outdoor pool cabana w/ a bathroom. This home is perfect for those special summer nights on Cape Cod sitting by the pool and relaxing. Each bedroom includes it's own full bathroom including the 1st floor primary suite bedroom. A few other features added by the builder: a whole house generator, gas fireplace, irrigation system, & a 1-year builder warranty as well. Come see your dream home today before it's too late!

22 Scudder Road, Barnstable

Listing Courtesy of : The Quirk Group ---- Coldwell Banker Realty - Boston

$4,995,000
6 Beds ⋅ 7 Baths
Set in one of Andover's most exclusive neighborhoods, this newly constructed estate enjoys a premier location beside The Pike School and within the prestigious Phillips Academy area—an address synonymous with distinction, academic excellence, and enduring value. Opportunities to own new construction of this caliber in such a highly regarded setting are exceedingly rare. Designed for modern living and entertaining, the home features six bedrooms, six full baths, and one half bath, offering a blend of comfort, elegance, and functionality. Expansive living spaces, architectural details, and premium finishes create an atmosphere of timeless luxury. A private first-floor guest suite with direct patio access and a mudroom with a dedicated dog wash station add convenience and flexibility. The sought-after location places residents moments from downtown Andover's dining, shopping, and commuter routes while enjoying the character of one of the town's distinguished neighborhoods.

7 Cider Hill Way, Andover

Listing Courtesy of : Team Lillian Montalto ---- Lillian Montalto Signature Properties

$4,995,000
3 Beds ⋅ 3 Baths
Stylish Chilmark retreat with sweeping water views, private beach, tennis, and walking trails. Set within the coveted Spring Point community, this beautifully renovated island home captures a rare sense of place, with natural beauty, privacy, and effortless indoor-outdoor living. Thoughtfully updated in 2022, the home blends relaxed coastal sophistication with driftwood-colored hardwood floors, a striking stone fireplace, sleek cook’s kitchen, custom-tiled baths, and Sonos® sound. Large windows and sliding glass doors frame water views and open to private decks, while a spacious screened porch is ideal for morning coffee, summer dining, or entertaining. Landscaped grounds, a paver parking court, charming gazebo, and finished walk-out lower level add comfort and flexibility. Spring Point amenities include 68 acres of common land, ancient walking trails, two tennis courts, and Beck’s Beach, a private shoreline with magnificent sunsets from the Elizabeth Islands to Gay Head Lighthouse.

63 Putnam Rd, Chilmark

Listing Courtesy of : Wendy Harman ---- Compass

$4,995,000
3 Beds ⋅ 4 Baths
Truly incredible offering! This elegant property with 17(!) windows on the parlor level alone, offers a private townhouse-style entrance on picturesque Spruce Street, grand spaces and 3+ bedrooms. The rooms welcome you upon entry with their allure and volume. Guests will be in awe of the expansive living and dining spaces w/ 12 foot ceilings - unique, rarely seen architecture and scale. Beautiful millwork, a gas fireplace & warm hardwood flooring all add to this graceful space. Standout features include a handsome library/home office w/ wood paneled walls-a distinguished setting. A wonderfully laid out, oversized kitchen w/ notable appliances and pantry is adjacent to a fantastic den allowing for casual dining & cozy entertaining options. A luxurious primary suite w/ seating area offers 2 walk-in closets and an opulent bathroom. Two addt'l large bedrooms w/ en suite baths, powder room, storage. Reference floorplan to view the exceptional layout of this spacious, one-of-a-kind property.

50 Beacon Street Unit 50, Boston

Listing Courtesy of : Rebecca Davis Tulman and Leslie Singleton Adam ---- Gibson Sotheby's International Realty

$4,995,000
5 Beds ⋅ 6 Baths
Beautiful custom built Modern Classic home sited in a premier estate location on the south side of Weston. Designed by acclaimed architect Marcus Gleysteen and built by luxury home builder Wellen Construction this property has an absolutely enchanting setting adjacent to 30 acres of conservation land and trails. Reminiscent of a country estate in Vermont it evokes relaxed comfort with finely crafted wood details, fireplaces, a screened porch and an oversized chef's kitchen. Walls of glass showcase views of this lushly landscaped 1.4 acre ultra private lot and french doors lead to a bluestone terrace perfect for outdoor living and entertaining. Highlights include four floors of finished space, a dramatic primary suite with vaulted ceilings and a fireplace, a gym, home office and finished lower level. Nestled on a quiet cul de sac near Chestnut Street, yet offering fast access to commuting routes, top ranked public and private schools and Boston. A rare blend of prime location and charm.

10 Chandler Circle, Weston

Listing Courtesy of : Rosemary McCready ---- Compass

$4,995,000
4 Beds ⋅ 4 Baths
Boston's most unique residence by combining a sprawling 3-bedroom loft with an adjacent studio, resulting in nearly 3,500 square feet of unparalleled living space. Occupying the building's coveted corner exposure along Melcher St and Necco St, this industrial-chic home showcases 12+ foot original wood-beam ceilings, exposed brick walls, and oversized factory-style windows that flood the space with natural light. The expansive layout offers limitless possibilities for entertaining, working from home, multigenerational living, or creating a private guest suite. The main residence features a massive open-concept living area, a chef's kitchen with premium appliances and an oversized island, and three generously sized bedrooms, including a luxurious primary suite with walk-in closets, double vanity, and walk-in shower. The adjoining studio adds exceptional flexibility and value. Completing the home is a private 400+ sq ft roof deck—a true rarity in the Seaport. Located above Mooo Seaport!

49 Melcher St Unit PH501/503, Boston

Listing Courtesy of : The Sarkis Team ---- Douglas Elliman Real Estate - The Sarkis Team

$4,995,000
10 Beds ⋅ 11 Baths
The Aldrich House returns to Red Brook Harbor. Built in 1890 as a seaside retreat for Boston travelers arriving by train, the Cataumet landmark was fully restored in 2022 with all-new systems, whole-house generator, and an 18-bedroom Title V septic, the kind of permit Cape towns no longer issue. Across three stories, more than 7,000 SF of refined interior: an open great room with floor-to-ceiling stone fireplace, a chef's kitchen, original hardwood restored throughout, and wraparound porches that hold the harbor view. 10 en-suite bedrooms, each with private sitting room, kitchenette, independent climate control, and a balcony for Buzzards Bay sunsets. Outside, 1.84 manicured acres with in-ground pool, gazebo, and firepit. The home includes 3X Commercial Speed Queen dashers and dryers, and more. Family compound, private retreat, or boutique hospitality. Minutes from sandy beaches, Red Brook walking trails, the National Seashore, and the Islands ferries; and only 80 minutes from Boston.

48 Red Brook Harbor Rd, Bourne

Listing Courtesy of : Michael Carucci ---- Serhant

$4,995,000
5 Beds ⋅ 8 Baths
Reimagined & redesigned stunning custom home on over 1 acre in Weston's prestigious Golf Club neighborhood. New layout, new floors, new custom built-ins, new kitchen, new butler pantry, new bathrooms, new moudings, white oak door trim, new furnaces, new AC condensers, new Marvin windows, new stone walls & landscaping...... Kitchen family room w/ breakfast nook opens to large family room w/ fireplace. Spacious living room/dining room ideal for entertaining. Private office off of grand foyer. Bedroom & en suite bath on first floor. Main bedroom w/ large custom closet & gorgeous spa-like bath. 3 additional bedrooms all w/ large closets & en suite baths. Front & back staircase. 2 mudrooms. Lower level w/ full bath, playroom, media room plus exercise. This home has huge Marvin windows creating a sunfilled home. Overlooking majestic Skating Pond & its rustic lodge designed by Fredrick Law Olmstead in 1909. Close distance to Weston Town Center and routes to Boston. A must see!

9 Skating Pond Road, Weston

Listing Courtesy of : Melissa Dailey ---- Coldwell Banker Realty - Wellesley

$4,995,000
3 Beds ⋅ 4 Baths
Truly exceptional price. This elegant duplex condo, with 17(!) windows on the parlor level alone, is located within The Amory - a distinguished concierge building at 50 Beacon Street in Beacon Hill - an intimate 5 residence building. Offering a private townhouse style entrance on picturesque Spruce St., the grand spaces welcome you upon entry with their allure and volume. Guests will be in awe of the expansive living and dining spaces w/ 12 foot ceilings - unique, rarely seen architecture and scale. Beautiful millwork, a gas fireplace & warm hardwood flooring all add to this graceful space. Standout features include a handsome library/home office w/ wood paneled walls-a distinguished setting. A wonderfully laid out, oversized kitchen w/ notable appliances and pantry is adjacent to a fantastic den allowing for casual dining & cozy entertaining options. A luxurious primary suite w/ seating area offers 2 walk-in closets and an opulent bathroom. Two addt'l large bedrooms w/ en suite baths, powder room, storage.

50 Beacon Street Unit 1, Boston

Listing Courtesy of : Rebecca Davis Tulman and Leslie Singleton Adam ---- Gibson Sotheby's International Realty

$4,995,000
4 Beds ⋅ 5 Baths
CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this beautifully restored and expanded modern farmhouse offers a seamless blend of timeless Vineyard character and contemporary comfort. The 3-bedroom, 3.5-bath main residence spans approximately 5,400 square feet of thoughtfully designed living space, highlighted by a sun-filled open kitchen and living area anchored by a striking central fireplace—ideal for both everyday living and entertaining. An expansive primary suite wing features a spacious bedroom, full bath, private office, half bath, and dedicated laundry. The second floor offers flexible space for a studio, office, or media room, while a classic three-season room invites relaxed enjoyment of the surrounding landscape and distant winter water views. Perfect for compound living, the property includes a guest house, solar, horse barn, fenced pasture, garage, and historic boat shed. Deeded access to Chilmark Pond and South Shore Beach completes this property.

205 South Rd, Chilmark

Listing Courtesy of : Tina Miller ---- Donnelly + Co.

$4,995,000
4 Beds ⋅ 5 Baths
LIGHTHOUSE BEACH - A Nantucket-inspired coastal home designed and built by Polhemus Savery DaSilva, beautifully blends elegance and comfort. The open floor plan features oversized windows and soaring ceilings, offering illuminating views of the swimming pool, spa, outdoor kitchen, patio, gas fire pit, and an irrigated, fenced-in lawn. Ownership includes deeded neighborhood access to Lighthouse Beach. The gourmet kitchen seamlessly integrates the dining room, custom bar, pantry, and wine storage. The inviting living room features a cozy fireplace. The fifth bedroom has been thoughtfully transformed into an inspiring study. On the second floor, you’ll find four wonderfully proportioned bedrooms, each offering distant views of the Atlantic Ocean, and three stylish full bathrooms. The primary suite is a true retreat, boasting a spacious walk-in closet, a dressing room, and an exquisite bath. Main St, Chatham, is less than a mile, and nearby Outermost Harbor is a boater's dream marina.

101 Morris Island Rd, Chatham

Listing Courtesy of : The Bohman Hartung Group ---- Gibson Sotheby's International Realty

$4,995,000
6 Beds ⋅ 8 Baths
The Ultimate Newton Location 1/2 block from Waban Square! Have you been dreaming of working with a respected local design firm to realize your vision of a contemporary home equipped with a chef's kitchen? If you need an expansive home office on a separate level with privacy, comfort and a safe distance from the refrigerator this house has it! This charming village home is a modern masterpiece designed for discerning taste. Top rated schools, convenient public transit and strategic location near all major roadways make this the ideal option for your new home! The builder has their own model home custom build studio, and they will build this house to your exact specifications...but you need to act quickly before the work begins. Expect occupancy in the Summer of 2026.

151 Pine Ridge Road, Newton

Listing Courtesy of : James Lowenstern ---- eXp Realty

$4,995,000
3 Beds ⋅ 3 Baths
Exquisite 2023 renovation transforms this exceptional 3 bedroom, 2.5 bath residence into a pinnacle of sophistication at The Belvedere, Back Bay’s premier boutique luxury condominium. Sweeping unobstructed view of the serene Christian Science Reflecting Pool from every room are framed by oversized windows, flooding the home with natural light ideal for everyday living and sophisticated entertaining. The brand new chef’s kitchen features premium Thermador and Miele appliances,custom cabinetry,and a breakfast bar. Wide-plank 8-inch oak hardwood floors, bespoke millwork, custom lighting, and a gas fireplace elevate the living and dining spaces. A gracious powder room welcomes guests,while the expansive primary suite offers a remarkable walk-in closet and a spa-inspired bath. 2 additional bedrooms share a beautifully appointed full bath. Residents enjoy a roof terrace, daily continental breakfast, residents lounges, 2 Garage Parking, private storage, Prudential Center/Copley Mall access.

100 Belvidere Street Unit 7A, Boston

Listing Courtesy of : Beth Dickerson ---- Gibson Sotheby's International Realty

$4,995,000
Presenting 371 Highland Avenue - LOCATION, LOCATION, LOCATION...a fully approved development site in Davis Square, Somerville. This 30,050 GSF project, approved for 23 units and 13 below-grade parking spaces, is ready for immediate construction.All necessary permits are secured, demolition is complete, and the site has a clean 21E. Comprehensive construction plans are available for your review. Located steps from the Vibrant Davis Square MBTA station (Green and Red lines), this property offers excellent access to nearby colleges, restaurants, shops, and nightlife. It presents a prime opportunity to develop either condominiums or rental properties, addressing the strong housing demand in this highly sought-after area.

371 Highland Ave, Somerville

Listing Courtesy of : Jack Lister ---- Berkshire Hathaway HomeServices Verani Realty

$4,995,000
Presenting 371 Highland Avenue - LOCATION, LOCATION, LOCATION...a fully approved development site in Davis Square, Somerville. This 30,050 GSF project, approved for 23 units and 13 below-grade parking spaces, is ready for immediate construction.All necessary permits are secured, demolition is complete, and the site has a clean 21E. Comprehensive construction plans are available for your review. Located steps from the Vibrant Davis Square MBTA station (Green and Red lines), this property offers excellent access to nearby colleges, restaurants, shops, and nightlife. It presents a prime opportunity to develop either condominiums or rental properties, addressing the strong housing demand in this highly sought-after area.

371 Highland Ave, Somerville

Listing Courtesy of : Jack Lister ---- Berkshire Hathaway HomeServices Verani Realty

$4,995,000
Development opportunity in a PRIME Newton Upper Falls location. This is a 41,102 sq ft MR1 / Multi residentially zoned lot with a single family home.

66 Rockland Place, Newton

Listing Courtesy of : Alison Haran ---- Coldwell Banker Realty - Newton

$4,995,000
3 Beds ⋅ 1 Baths
Development opportunity in a PRIME Newton Upper Falls location. This is a 41,102 sq ft MR1 / Multi residentially zoned lot with a single family home.

66 Rockland Place, Newton

Listing Courtesy of : Alison Haran ---- Coldwell Banker Realty - Newton

$4,995,000
3 Beds ⋅ 1 Baths
Development opportunity in a PRIME Newton Upper Falls location. This is a 41,102 sq ft MR1 / Multi residentially zoned lot with a single family home.

66 Rockland Place, Newton

Listing Courtesy of : Alison Haran ---- Coldwell Banker Realty - Newton

$4,990,000
4 Beds ⋅ 4 Baths
Die Vier Jahreszeiten - The Four Seasons - is the name the owners chose for this beautiful Winnipesaukee waterfront home because it truly can be enjoyed during each of the Four Seasons. Custom built in 1999, the home features generously sized rooms including three primary suites - one on the first floor and two on the second floor as well as two dens which can provide extra sleeping space for out-of-town guests, a wonderful living room with a cathedral ceiling and a two -story fireplace adjacent to a very pretty dining room with a gas fireplace which opens to a spacious kitchen that was completely renovated in 2025. The attached Carriage House has a lovely studio apartment on the second floor which can provide extra space for family and friends as well as a popular rental. Of course, what you will appreciate the most is the incredible setting in an enchanting cove, protecting the home from the prevailing winds but offers magnificent views across The Broads to the Belknap Mountain Range and glorious sunsets....and your own sugar sand beach along the shoreline just a few steps off the patio.

35 Rocky Shore Rd, Wolfeboro

Listing Courtesy of : Joy Messineo ---- LandVest, Inc./New Hampshire

$4,990,000
5 Beds ⋅ 9 Baths
Privately set at the end of a quiet cul-de-sac and DIRECTLY ABUTTING ESTABROOK WOODS, this exceptional Concord estate sits on 3.5 acres of breathtaking landscaped level land. With over 12,500 sq ft, the home offers refined architectural details, custom millwork, marble accents and beautifully scaled rooms for both grand entertaining and comfortable daily living. The dramatic great room features soaring 21-ft arched ceilings and a striking stone fireplace. Elegant living and dining rooms, a richly appointed library and a chef’s kitchen with top-tier appliances anchor the main level. A luxurious FIRST FLOOR PRIMARY SUITE offers a spa-inspired marble bath and French doors opening to the bluestone patio and grounds. Outdoor living includes an expansive terrace with outdoor cooking overlooking the sparkling POOL. Finished lower level with large finished rooms and private au pair apartment. A rare opportunity to enjoy estate-scale living with direct access to ESTABROOK WOODS!

215 Monument Farm Rd, Concord

Listing Courtesy of : Senkler, Pasley & Whitney ---- Coldwell Banker Realty - Concord

$4,950,000
5 Beds ⋅ 8 Baths
Representing the pinnacle of coastal elegance, this extraordinary estate on Little Island offers a rare opportunity for a generational compound in mint condition and an unsurpassed location. Finished to the highest standards, the property features a spectacular five-bedroom main residence, a swimming pool, a pool house with kitchenette and full bath, and a detached three-car garage with a home gym above. In the main residence, timeless and sophisticated design is on display throughout, with custom millwork, designer wallpaper, soaring vaulted ceilings, and a smart home system that governs doors, locks, and hardware with effortless ease. Superlative craftsmanship and finishes define every room, from the chef's kitchen with professional grade appliances to the exquisitely appointed first-floor primary suite featuring custom-designed closets and a luxurious bathroom with a jetted Grohe shower system. Four additional bedrooms, including a second-floor primary suite, ensure refined accommodations for family and guests, while a finished lower level provides flexible bonus space. Set amidst park-like grounds with manicured landscaping, the backyard features multiple gathering spaces, including an expansive poolside terrace with a summer kitchen and fire pit. The stunning pool house caters to resort-style living and offers endless possibilities. Meticulously appointed with no detail overlooked, additional highlights include a whole-home generator, state-of-the-art security, and Lutron smart lighting. Minutes from everything Osterville has to offer, this exceptional family compound is ready to be enjoyed.

313 Bridge Street, Barnstable

Listing Courtesy of : Paul E. Grover ----

$4,950,000
3 Beds ⋅ 5 Baths
Don't let this once-in-a-generation waterfront masterpiece pass you by. Rarely does a property combine an architect-caliber, modern-transitional residence, and an irreplaceable true deepwater dock, located within walking distance of two of the Seacoast's most beloved downtowns. Set directly on the Piscataqua River with sweeping views of Portsmouth and three iconic bridges, this approx 3,400-square-foot custom home was designed by Amy Dutton Home and built by Haven Hill Builders -- conceived from the water in. Outdoor space is the property's crown jewel. An expansive 24/7 deepwater dock is outfitted for serious entertaining and boating alike. A 40-foot float accommodates larger vessels and the Japanese-style hibachi kitchen is built for waterside cooking. A private cabana with half-bath creates a self-contained retreat right on the water. Three bedrooms and two-and-a-half baths unfold across a light-filled, open-concept layout. The kitchen is a showpiece, anchored by a Thermador range and a waterfall-edge quartz island with a built-in insert for fresh herbs or party ice. Custom lamp-black cabinetry with fluted glass inserts adds understated drama to the main living area. The primary suite is framed by custom doors that open to a rooftop-terrace with water views for effortless indoor-outdoor living. A dramatic third-floor space is wrapped in a triple-glazed curtain wall of glass overlooking the Portsmouth skyline -- the home's defining architectural feature. Above the garage, a light-filled studio with its own water-facing windows provides flexible space for work or art. Outside, a granite patio and firepit overlook the water, surrounded by coastal gardens cascading toward the shoreline. Built to a high-performance standard with a steel substructure, continuous exterior insulation, and 98%-efficient heating and cooling -- extraordinary design meets extraordinary durability. This is an extremely rare opportunity to acquire one of the Seacoast's signature propert

31 Water St, Kittery

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

$4,950,000
4 Beds ⋅ 4 Baths
Waterfront contemporary luxury on a private lane in the coveted enclave of Quissett Harbor. Blending architectural distinction with coastal serenity, this exceptional 4BD/3.5BA residence offers light-filled living spaces designed for both everyday comfort and elegant entertaining. Soaring walls of glass and sun-filled interiors create a seamless connection to the surrounding landscape. The private primary suite wing features a study, walk-in closet, and expansive floor-to-ceiling windows. A separate bedroom wing offers two spacious guest rooms, while the second-floor guest suite provides flexible space for visitors, a home office, or artist’s studio. Upgrades include native plant landscaping with new irrigation, new furnaces, and new roof. Two minute walk from scenic harbor offering a full service marina and yacht club. Adjacent is a nature preserve with hiking trails and secluded sandy beach. Unlimited recreation of sailing, kayaking, swimming at a private beach club, and nearby golf.

44 Carey Lane, Falmouth

Listing Courtesy of : O'Neill Group ----

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